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$1,450,000
10 Beds 12 Baths 220225786 MLS
One block from the Oregon Shakespeare Festival and downtown Ashland's restaurants, galleries, and cultural amenities, the McCall House B&B is a beautifully restored 1883 Italianate home offered for sale as a private residence. Currently operating as a boutique hotel, the property features ten historic guest rooms, including two detached private Carriage House suites, and may continue as a licensed hospitality business for a buyer who wishes to carry on that tradition. The C-1 zoning also opens the door to a variety of commercial uses, including a restaurant, office suites, or other business opportunities. Ten on-site parking spaces are included, a welcome convenience this close to the Ashland Plaza. This is a rare opportunity to own one of the city's most celebrated historic addresses. Due to the C-1 zoning, conventional 30-year financing is unavailable, and non-cash buyers are encouraged to confirm lending options before requesting an appointment. Please do not disturb guests.

153 Oak Street, Ashland

$564,900
3 Beds 2 Baths 220225550 MLS
'One Property. Four Possibilities. Less than a mile from downtown Ashland, this classic Victorian offers exceptional flexibility with versatile zoning and mountain views. Enjoy it as a spacious 3-bedroom, 2-bath home, a duplex with two long-term rental units, a residence with a currently licensed short-term rental, or a live/work property with a private entrance ideal for an attorney, counselor, massage therapist, or other home-based business. Features include a spacious upstairs primary suite with full bath, basement storage, dry sauna, washer, dryer, refrigerator, an inviting patio, and three deeded off-street parking spaces. Historic charm meets modern opportunity in this truly one-of-a-kind Ashland property.'

508 N Main Street, Ashland

$659,000
4 Beds 3 Baths 220225293 MLS
Beautifully updated 1895 Victorian farmhouse offering timeless character, modern comfort, and exceptional income potential. Situated on a fenced 0.35-ac corner lot, this 4-bedroom home features 9.5 ft ceilings, spacious ground-floor primary suite with a newly remodeled bath and radiant heated floors, remodeled laundry room, large kitchen, abundant natural light, and wood stove. Designed with a wonderful indoor-outdoor feel, the home opens to a private backyard sanctuary featuring a 400 sq. ft. covered outdoor kitchen and entertaining area, hot tub, gardens, orchard, mature fruit trees, detached 2-car garage, and a 24-panel solar system. A detached 420 sq. ft. Bee Well Garden Guesthouse has an established eight-year rental history on Airbnb and VRBO. Located in the Central Point School District, just blocks from downtown Central Point, dining, shopping, and the Rogue Valley's renowned wine country.

322 N 3rd Street, Central Point

$996,000
5 Beds 3 Baths 220225227 MLS
Beautifully restored 1908 historic home on a rare double lot blending timeless character with modern updates. Features original fir floors, high ceilings, designer finishes, and two beautifully remodeled kitchens. The property offers 2 additional private living spaces creating exceptional flexibility for multigenerational living, guests, a home office, or income potential. Enjoy a fully fenced yard with mature landscaping, automatic irrigation, a privacy hedge and a large storage shed. Relax in the spa featuring a dry sauna and jacuzzi all within easy walking distance of Ashland's downtown shop, parks and restaurants. Property includes a beautifully finished lower level apartment with its own full kitchen, full bathroom and bedroom and a separate guest house Ideal for guests or extended family or income producing opportunities. Property has been thoughtfully updated with central heating and air conditioning complete interior and exterior paint, updated windows & more.

541 Fairview Street, Ashland

$1,790,000
4 Beds 5 Baths 220225149 MLS
VIEWS, VIEWS, VIEWS! This exceptional property with breathtaking panoramic views sweeping from Eagle Point to Ashland offers Victorian charm paired with modern comfort. Just under 5 Acres and almost 4300 sq ft, this 4 bedroom 5 bath residence, features two complete living quarters, each with its own full kitchen, private entrance, and laundry area, making it ideal for multigenerational living, family, guests, or rental income potential. The upper level is enhanced by balconies on each side of the home providing the perfect place to enjoy morning coffee and evening nights. Also featuring a Stiltz Elevator for convenient access to upper level. Main level of the home has a great floor plan with space for everyone inside and out with a covered porch. The four-car garage provides abundant space for vehicles, toys and storage. Ideally located just minutes from the historic town of Jacksonville, wineries, and shopping, this home is truly incredible.

4303 Tami Lane, Central Point

$1,300,000
4 Beds 3 Baths 220222850 MLS
This beautifully designed and built custom Victorian by Carlos Reichenshammer sits just blocks from Lithia Park. Featuring a new roof, it blends historic charm with modern updates. Mountain views abound throughout. Up the majestic oak stairway you'll find an office/library, a guest bedroom with walk-in closet and en-suite bath, and a luxurious primary suite with fireplace, two walk-in closets, soaking tub, and shower. The spacious country French kitchen features granite countertops, two islands, a Thermador 5-burner cooktop, double Bosch ovens, and glass-paned cabinets. It opens to the family room or dining area with a fireplace and breakfast nook. Enter through the marble-floored foyer into the formal living room with vaulted ceiling, plush bench seating, and fireplace. Additional highlights include a custom 650-bottle wine cellar with travertine walls and floors, a courtyard fountain, large wrap-around front porch, and back deck. **SELLER CARRIED FINANCING AVAILABLE**

255 Scenic Drive, Ashland

$794,000
5 Beds 6 Baths 220221349 MLS
71, 73 and 75 Wimer. Gorgeous updated including plumbing and electric vintage home w/charm remaining a few blocks to downtown Ashland. The main home has 3 bedrooms (2 with ensuite baths) the 3rd bedroom has an ensuite 1/2 bath. Formal living and dining and eat in large kitchen w/breakfast bar & nook. Granite countertops. Wood floors on main level & carpet on stairs & bdrms. The woodwork door trim is beautiful & probably original. Newer deck & A/C unit. Detached building (71 and 73 Wimer) are one level studio units with kitchens & baths. 73 Wimer has private deck. Main house is rented for $2375.00 p/month & tenant pays utilities except water. Studios have been rented for $1250.00 & $1350.00 per month with utilities included & they have a separate shared laundry facility. Unique property for owner occupied or income producing. Circular driveway for main home & 2 parking spaces in front for studios. Has been traveler accomodations in the past. Buyer to do own due diligence on u

75 Wimer Street, Ashland

$1,450,000
6 Beds 5 Baths 220219168 MLS
Exceptional 7.3-acre farm just minutes from downtown Medford and Jacksonville! This rare property blends country living with in-town convenience. The estate features two homes, both connected to city water and sewer. Exterior features include covered RV parking, a large shop, and detached garage with expansive upper-level space with private access. The 3bed/3bath main home offers 3082 sq ft with a gourmet kitchen, Wolfe appliances, island, walk-in pantry, and two elegant living spaces. In the backyard, enjoy a stunning pool with sun-filled patio space and a covered patio. Outdoors, discover three irrigated, cross-fenced pastures, barn with tack room, horse stall, equipment bays, chicken coop, and covered feeding area--ideal for equestrian or hobby farm use. The second home is a single level, 3 bed/2 bath permitted home (not an ADU) with its own entrance and address, offering excellent multi-generational or income potential.

826 Oak Grove Road, Medford

$795,000
4 Beds 3 Baths 220215978 MLS
Welcome to this stunning Ashland sanctuary, where spectacular Rogue Valley views greet you the moment you step out of your front door. Nestled in one of the area's most desirable locations, this amazing property captures the magic of Ashland living. Inside, the home is incredibly warm and inviting, bathed in an abundance of natural light streaming through generous windows that seamlessly connect the tranquil indoors with the breathtaking landscape outside. Whether you are sipping your morning coffee while watching the sunrise paint the hills, or winding down after a day, enjoy downtown Ashland's vibrant arts scene and world-class theater, this residence offers an unparalleled lifestyle. The expansive vistas provide a daily reminder of the natural beauty that makes this region so beautiful. This is more than just a house; it is a retreat designed for peaceful living. Come experience the unforgettable views for yourself in a stunningly crafted home! Your Ashland dream awaits!

500 Lakota Way, Ashland

$549,000
5 Beds 2 Baths 220213933 MLS
**$10,000. CREDIT TO BUYER for closing cost or points buy down. Built in1890 the second- oldest home in East Medford-a true piece of Southern Oregon history. ALL furniture, appliances & decor included in sale. Meticulously maintained & brimming with timeless character, house is 2,348 sq ft + basement is 480 sq ft. this treasure sits on a generous 0.28 acre lot with stunning, mature landscaping that creates a private oasis of tranquility. A private garden in the back of the home that leads to a screened in porch. Inside the home Soaring 9-foot ceilings, elegant crown molding, classic wainscoting and gleaming original hardwood floors showcase the craftsmanship throughout the spacious layout. Downstairs a beautiful updated kitchen with marble counters, Bluestar gas range, pantry. Dinning room w/ built in cabinets. Living room has a fireplace and 1 bedroom downstairs & half bath & 4 bedrooms upstairs with a full bath. Updated HVAC,new sewer lines. Selling under appraised value. VIEW VIDEO

1320 E Main Street, Medford

$1,249,000
8 Beds 9 Baths 220212846 MLS
Just blocks from downtown, this historic gem blends charm and flexibility. Original fir floors, built-ins, high ceilings, and abundant natural light pair with modern updates. Enjoy the welcoming lawn, pollinator garden, and large covered front porch. The main level offers spacious living and dining areas, kitchen, half bath, and generous entry spaces. A 1-bedroom apartment with interior and private exterior access--includes a kitchen, laundry and full bathroom--a separate additional en-suite bedroom with exterior entry adds versatility. Upstairs are four lovely en-suite bedrooms, one with a balcony, all with updated Renewal by Andersen windows and balcony door. A detached 704 sq ft, 2 bedroom, 1.5 bath, single level cottage with its own address and electric meter provides added flexibility or income potential. With six paved off-street parking spaces, sheds, on-street parking, and alley access, this property offers exceptional possibilities for multi-generational living or investors.

451 N Main Street, Ashland

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: